3-(4-acetylphenyl)-5-((4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one | 1071789-10-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-acetylphenyl)-5-((4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one
• 英文别名: 3-(4-Acetylphenyl)-5-[[4-(2-hydroxyethyl)triazol-1-yl]methyl]-1,3-oxazolidin-2-one
• CAS: 1071789-10-0
• 化学式: C₁₆H₁₈N₄O₄
• 分子量: 330.343
• InChiKey: VIYVJGBMELIOJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  97.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  <3-(4-acetylphenyl)-2-oxo-5-oxazolidinyl>methyl azide 、 3-丁炔-1-醇 在 copper(l) iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.5h， 以416 mg的产率得到3-(4-acetylphenyl)-5-((4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl)methyl)oxazolidin-2-one
  参考文献：
  名称：

  Synthesis of triazole-oxazolidinones via a one-pot reaction and evaluation of their antimicrobial activity

  摘要：

  C-5-substituted triazole-oxazolidinones were synthesized using a bromide catalyzed cycloaddition between aryl isocyanates and epibromohydrin followed by a three-component Huisgen cycloaddition. The library of compounds was screened for antibacterial activity against Mycobacterium smegmatis ATCC 14468, Bacillus subtilis ATCC 6633, and Enterococcus faecalis ATCC 29212. Notably, the 3-(4-acetyl-phenyl)5-(1H-1,2,3-triazol-1-yl) methyl)-oxazolidin-2-one (18) showed an MIC of 1 mu g/mL against M. smegmatis ATCC 14468, fourfold lower than the MIC measured for isoniazid. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2008.07.087

文献信息

• Synthesis of triazole-oxazolidinones via a one-pot reaction and evaluation of their antimicrobial activity
  作者：Jeffrey A. Demaray、Jason E. Thuener、Matthew N. Dawson、Steven J. Sucheck

  DOI：10.1016/j.bmcl.2008.07.087

  日期：2008.9

  C-5-substituted triazole-oxazolidinones were synthesized using a bromide catalyzed cycloaddition between aryl isocyanates and epibromohydrin followed by a three-component Huisgen cycloaddition. The library of compounds was screened for antibacterial activity against Mycobacterium smegmatis ATCC 14468, Bacillus subtilis ATCC 6633, and Enterococcus faecalis ATCC 29212. Notably, the 3-(4-acetyl-phenyl)5-(1H-1,2,3-triazol-1-yl) methyl)-oxazolidin-2-one (18) showed an MIC of 1 mu g/mL against M. smegmatis ATCC 14468, fourfold lower than the MIC measured for isoniazid. Published by Elsevier Ltd.